'''Original air date''': March 14, 2000

Peter and the neighbors fight over a trophy they won for a parade float. Meanwhile, Meg takes a job as a pancake house waitress to get a Prada bag by posing as a single teenage mother with a crack-addicted baby so she can get more tips from sympathetic diners.
!Tropes included in "Love Thy Trophy" include (YMMV goes ''[[YMMV/FamilyGuyS2E5LoveThyTrophy Here.]]'')
* CharacterDevelopment[=/=]EstablishingCharacterMoment: According to a "making of ''WesternAnimation/FamilyGuy''" special on DVD, SethMacFarlane cites this episode as the one that solidified Quagmire's "heartless sex maniac" persona (more specifically, the scene where he sleeps with the social worker and, after she asked him what he does for a living, he asks her, "Why are you still here?"). Later episodes (such as "Fore Father" and "Jerome is the New Black") expand on why Quagmire is a heartless sex maniac (in "Fore Father," it was because his large-chested mom [who was recently abandoned by her husband] breastfed him as a child, and in "Jerome is the New Black," it was because the one woman he truly loved [Cheryl Tiegs] left him).
* {{Determinator}}: Peter's compliment to Quagmire, that he never gives up trying to woo the ladies.
* InnocentInnuendo:
--> '''Diane Simmons''': Welcome to the 83rd annual Quahog Harvest Festival Parade. Are you as excited as I am, Tom? \\
'''Tom Tucker''': Are you kidding, Diane? I've got wood!... and clipped onto it is a list of this year's float entries.
* JerkassBall: Meg gets this pretty hard, using Stewie as a faux crack-addict baby to try and get a Prada purse (though she does end up giving it up so Stewie can be returned).
* LampshadedTheObscureReference: The theme for the Quahog Harvest Festival Parade is "The episode of ''Series/WhosTheBoss'' where Tony sees Angela naked in the shower". Lois and Cleveland both think it's too esoteric.
* MustacheVandalism: When Peter breaks into Joe's house to look for the stolen trophy, he takes a moment to draw a mustache on a picture of Joe and Bonnie. Moments later, while in Cleveland's house, he draws mustaches on Loretta and Cleveland's son, but pauses when he gets to Cleveland because he already has a mustache. [[SubvertedTrope He decides to erase Cleveland's mustache instead.]]
* {{Pun}}: When Quagmire is hitting on a woman at a bar and asking her sign, he says, "Well I ''know'' you're not a Virgo!"
* ShoutOut: Creator/CharltonHeston says, [[Film/TheTenCommandments "Let my pigeons go!"]]
** To ''Series/TheTwilightZone''; Rod Sterling appears when Peter, Quagmire, Joe, and Cleveland are fighting over who stole the trophy, and again at the end of the episode when Brian buries the trophy in the yard.
* SickAndWrong: One of the entries for the parade float is Tony bathing Jonathan. Tom Tucker declares, "That's just plain wrong."